Me3SiI-promoted reaction of salicylic aldehydes with ketones: a facile way to construct benzopyranic [2,3-b]ketals and spiroketals

Feijun Wang; Mingliang Qu; Xi Lu; Feng Chen; Feng Chen; Min Shi

doi:10.1039/C2CC32545D

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Me₃SiI-promoted reaction of salicylic aldehydes with ketones: a facile way to construct benzopyranic [2,3-b]ketals and spiroketals†

Feijun Wang,*^a Mingliang Qu,^a Xi Lu,^a Feng Chen,^a Feng Chen^a and Min Shi*^ab

Author affiliations

* Corresponding authors

^a Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 MeiLong Road, Shanghai 200237, P. R. China
E-mail: feijunwang@ecust.edu.cn

^b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. China
E-mail: mshi@mail.sioc.ac.cn

Abstract

Me₃SiI-promoted reaction of salicylic aldehydes with ketones via arylmethylation at the α-site of the carbonyl group and cyclodehydration of keto-diol provided a facile way to construct heteroannular ketals, furnishing benzopyranic [2,3-b]ketals and spiroketals in moderate to good yields.

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Article information

DOI: https://doi.org/10.1039/C2CC32545D
Article type: Communication
Submitted: 10 Apr 2012
Accepted: 01 May 2012
First published: 01 May 2012

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Chem. Commun., 2012,48, 6259-6261

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Me₃SiI-promoted reaction of salicylic aldehydes with ketones: a facile way to construct benzopyranic [2,3-b]ketals and spiroketals

F. Wang, M. Qu, X. Lu, F. Chen, F. Chen and M. Shi, Chem. Commun., 2012, 48, 6259 DOI: 10.1039/C2CC32545D

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